Billy Baldwin

Cousins, fast friends, co-conspirators: Ireland and Hailey Baldwin appear to be all three, judging by their antics in recent days.

The daughters of actors Alec Baldwin and Stephen Baldwin have been palling around together in New York, floodingTwitter with Vine videos (many of them featuring Hailey's older sister Alaia) and spending some quality time with Alec and his pregnant wife Hilaria.

An Instagram photo of the family and their puppies shows Ireland, 17, hugging her dad, framed by Hailey, 16, and Hilaria.

In Chicago for an appearance on The Rosie Show, Billy Baldwin treated wife (and recent Dancing with the Stars castoff) Chynna Phillips to dinner at the newly opened PUBLIC Chicago Pump Room. The couple chatted away with their server and savored offerings from chef Jean-Georges Vongerichten, finishing their evening with a dessert of ice cream, chocolate and popcorn that Baldwin called "totally insane," an onlooker tells PEOPLE. – Jennifer Garcia

After focusing on her family for the last nine years, Chynna Phillips, who shot to stardom as a member of the pop trio Wilson Phillips, is relaunching her music career, this time as a member of the contemporary Christian duo Chynna and Vaughan.

"It’s very, very exciting," Phillips, 41, whose upbeat new album with singer-songwriter Vaughan Penn, One Reason, is already climbing the music charts, tells PEOPLE exclusively.

But the album’s Sept. 22 debut came amid controversy. The following day, High on Arrival, her half-sister Mackenzie's memoir was published. In the book, the actress reveals that their father, John Phillips of the 1960s pop group the Mamas and the Papas, raped Mackenzie when she was 19 – and that she had an on-and-off sexual relationship with him over the course of a decade. "It’s such an uncomfortable subject for any family to talk about," Chynna tells PEOPLE.

Despite her "personal struggle" with the revelation, the singer came forward on The Oprah Winfrey Show last week to publicly support her half-sister. "I pray that we all get closer through this crisis," she says about her family. "With prayer, anything is possible. But I would be lying to you if I didn’t tell you that there are going to be some huge obstacles in front of us."